Upcoming Festivals Events

Summer Farewell Fest - Saturday

 5403 W Irlo Bronson Memorial Hwy 23 Aug 2025
FESTIVALS FREE

Pioneer Day

 2491 Babb Rd, Kissimmee, FL 34746-5803, United States 8 Nov 2025
KIDS

Freestyle 40th Anniversary: George LaMond Trinere Shannon & Corina

 Silver Spurs Arena 10 Oct 2025
TRIPS-ADVENTURES

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Upcoming Live Music Events

Jimmy Buffett Day at Margaritaville Resort Orlando 2025

 Margaritaville Resort Orlando 29 Aug 2025
NONPROFIT FREE

Alex Manga in Kissimmee

 FONDA DULCE JESUS MIO ORLANDO 5 Sep 2025

Luis Mateus in Kissimmee

 MI QUERENCIA CARNE EN VARA ORLANDO 19 Sep 2025
CONCERTS

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Upcoming Food & Drinks Events

FREE Senior Fun Day

 Marydia Community Center 29 Aug 2025
MUSIC FREE

EL CALENTON

 Euphoria Kissimmee 23 Aug 2025
ENTERTAINMENT USD 25 TO 71

Kissimmee Senior Expo

 Kissimmee Civic Centre 28 Oct 2025
BUSINESS FREE

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Upcoming Halloween Events

Fae Wyld Ball: Golden Court (Fantasy Halloween Ball)

 Osceola Council On Aging 18 Oct 2025
HALLOWEEN

Promenade 6th Annual "Trunk or Treat" Trick or Treating & Car Show

 Promenade at Sunset Walk 25 Oct 2025
CAR-SHOWS FREE

Promenade 3rd Annual Halloween Costume Contest $1000's in Cash & Prizes!

 Promenade at Sunset Walk 31 Oct 2025
CONTESTS FREE

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Upcoming Car Shows Events

5th Annual Promenade Breast Cancer Awareness Car & Truck Show

 Promenade at Sunset Walk 11 Oct 2025
CAR-SHOWS USD 0 TO 37

The Promenade at Sunset Walk Veterans Day Car & Truck Show and Celebration

 Promenade at Sunset Walk 9 Nov 2025
FREE

Jeeptoberfest against Cancer

Krush Brau Park and Biergarten - Kissimmee, FL 27 Sep 2025

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Upcoming Comedy Events

Jeff Dunham

 Silver Spurs Arena 21 Nov 2025
CALENDAR

The Intruder by Freida McFadden Release Party - M**der Mystery and Wine!

 Vintage Vino 9 Oct 2025
PARTIES USD 58

25th Anniversary Celebration: Laughter is Medicine

 Osceola Council On Aging 26 Sep 2025
HEALTH-WELLNESS

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Upcoming Labor Day Events

SOS- Sounds Of Summer

 Euphoria Kissimmee 30 Aug 2025
LABOR-DAY USD 19 TO 25

Labor Day Kickoff Weekend - Saturday

 5403 W Irlo Bronson Memorial Hwy 30 Aug 2025
LABOR-DAY FREE

Labor Day Kickoff Weekend - Friday

 5403 W Irlo Bronson Memorial Hwy 29 Aug 2025
LABOR-DAY FREE

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Upcoming Rodeo Events

Boots Bulls & Barrels

 Silver Spurs Arena 3 Oct 2025
TRIPS-ADVENTURES

Boots, Bulls, and Barrels at Silver Spurs Arena at Osceola Heritage Park

 Silver Spurs Arena at Osceola Heritage Park 4 Oct 2025
CONTESTS

Silver Spurs Rodeo

 Silver Spurs Arena 18 Feb 2026
RODEO

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Upcoming Carnivals Events

Fandom Kissimmee - Heroes vs. Villains

 Kissimmee Civic Center 13 Sep 2025
CONTESTS

Boo On Broadway

 421 Broadway, Kissimmee, FL, United States, Florida 34741 24 Oct 2025
KIDS

The Terror of Boggy Creek: Ride & Glide Halloween Nights OPENING NIGHT!

 2001 E. Southport Road, Kissimmee, FL, United States, Florida 34746 3 Oct 2025
HALLOWEEN

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Trending Events in Kissimmee

Pop the Balloon Speed Dating.[Vendors Welcome]

 Kissimmee 20 Aug 2025
SINGLES-PARTIES FREE

Monster Bulls

 Silver Spurs Arena 13 Feb 2026
TRIPS-ADVENTURES

2025 PSO U.S. National Pole Championships

 Embassy Suites Orlando - Lake Buena Vista South 23 Aug 2025
SPORTS

ELVIS LIVE IN CONCERT 2025

 7470 W Irlo Bronson Memorial Hwy 29 Aug 2025
CONCERTS FREE

Spirit Life Conference 2025

 1901 S Poinciana Blvd., Suite 102, Kissimmee, FL, United States, Florida 34758 25 Aug 2025
BUSINESS

Healthy Family Day

 2117 Mabbette St, Kissimmee, FL 34741 23 Aug 2025
HEALTH-WELLNESS

Repticon Kissimmee

 Osceola Heritage Park 20 Sep 2025
BUSINESS

PARKS AND RECREATION OPEN HOUSE

 Oak Street Park Community Center 27 Sep 2025
SPORTS FREE

Orlando Tattoo Show

 Events Center At Osceola Heritage Park 11 Sep 2025
CONTESTS

Romantically Yours Book Con 2025

 Gaylord Palms Resort & Convention Center 21 Aug 2025
ART

PPA Challenger Series Florida - Saturday

 Orange Lake Resort 5 Sep 2025
TRIPS-ADVENTURES

Orlando City B vs. Huntsville City FC

 Osceola County Stadium At Osceola Heritage Park 20 Sep 2025
TRIPS-ADVENTURES

Grow Your Wealth Summit 2025 - 3-Day Real Estate Mastery Event

 TO BE ANNOUNCED 27 Sep 2025
BUSINESS USD 206 TO 2,073

HUNTERS CREEK TOASTMASTERS OPEN HOUSE

 211 E Dakin Ave 6 Sep 2025
FREE

Poinciana High School - 20 Year Reunion

 Poinciana High School 19 Sep 2025
WORKSHOPS USD 0 TO 199

More things to do in Kissimmee

Festivals
Live Music
Food & Drinks
Halloween
Car Shows
Comedy
Labor Day
Rodeo
Speed Dating
Carnivals
Job Fairs
Music Festivals
Candlelight Concerts
Pop-Ups